
Family-friendly vacation rentals in Plantation Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Plantation Key
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Island Sanctuary Islamorada
Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.
4.92 out of 5 average rating, 401 reviews
Sunrise Escape - Ocean Front Villa - Sleeps 10
Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po
4.87 out of 5 average rating, 181 reviews
Baycation Houseboat • Florida Keys Waterfront Stay
Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers the perfect blend of comfort, adventure and true waterfront living. Wake up to breathtaking sunrises, sip your morning coffee as the marine life glide by, and fall asleep to the gentle sway of the water. Whether you’re celebrating something special or simply craving a one-of-a-kind getaway, this houseboat is the ideal home base for both keys adventures and peaceful retreats 💫
4.9 out of 5 average rating, 278 reviews
Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.
4.91 out of 5 average rating, 170 reviews
Your Happy Place - Oceanfront
Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.
4.95 out of 5 average rating, 151 reviews
My Little Oasis2 Waterfront Retreat, Key Largo
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.
4.97 out of 5 average rating, 231 reviews
Flakey's
Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.
4.97 out of 5 average rating, 219 reviews
When Paradise is Key: Tropical Oceanfront Condo
🚨*PRICE YOU SEE IS ALL IN! Includes Airbnb fees and taxes!*🚨 🚨09.09.26 - 10.14.26 Elevator will be out of service due to installation of a new elevator 🚨 ☀️ Discover the ultimate beachfront getaway in our top floor, two-bedroom, two-bathroom condo, perfectly designed to offer an unforgettable escape. Nestled right on the oceanfront, this retreat comfortably accommodates up to six guests, making it ideal for families, friends, or couples seeking a serene coastal experience. ⛱️
4.88 out of 5 average rating, 101 reviews
360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.
4.93 out of 5 average rating, 391 reviews
Ocean Views at Ocean Pointe
Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.
4.99 out of 5 average rating, 224 reviews
Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!
4.94 out of 5 average rating, 158 reviews
Key Largo! Tavernier! Welcome to Paradise!
A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )
4.98 out of 5 average rating, 350 reviewsPopular amenities for Plantation Key family-friendly rentals
Family-friendly home rentals with a hot tub

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
4.96 out of 5 average rating, 295 reviews
Oceanfront Resort W/Indoor Pickleball - Speakeasy!
4.82 out of 5 average rating, 126 reviews
SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
4.9 out of 5 average rating, 337 reviews
Sunshine Paradise Key Largo Ocean Pointe 4402
4.94 out of 5 average rating, 111 reviews
Best View Ocean Pointe Pool Beach King Bed, Gated
4.97 out of 5 average rating, 232 reviews
Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
4.95 out of 5 average rating, 179 reviews
BEAUTIFULLY DESIGNED OCEANFRONT CONDO
4.93 out of 5 average rating, 171 reviews
Mariners 212 Great Location with Marina Views
4.93 out of 5 average rating, 123 reviewsFamily- and pet-friendly home rentals

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
4.86 out of 5 average rating, 609 reviews
Banana Cabana
4.85 out of 5 average rating, 133 reviews
2 bedroom & 25' Boat Dock Waterfront Atlantic Side
4.93 out of 5 average rating, 104 reviews
Modern beach tiny house/Tiki hut/ boat dock 20ft
4.89 out of 5 average rating, 219 reviews
Tiny Home on Waterfront | Bay Views | Deck | Pool
4.91 out of 5 average rating, 205 reviews
New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool
4.94 out of 5 average rating, 272 reviews
Paradise in Key Largo Florida 2
4.92 out of 5 average rating, 181 reviews
Waterfront House with 37 ft Dock & Cabana Club
4.98 out of 5 average rating, 129 reviewsFamily-friendly home rentals with a pool

Casa Key Largo
4.89 out of 5 average rating, 159 reviews
Oceanfront Getaway | Kayaks, BBQ & Stunning View!
4.96 out of 5 average rating, 154 reviews
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
5.0 out of 5 average rating, 16 reviews
Condo in Tavernier
4.96 out of 5 average rating, 53 reviews
OceanView 2/2.5 w Beach Pool & Marina Islamorada
5.0 out of 5 average rating, 21 reviews
Islamorada Bungalow #5
4.81 out of 5 average rating, 42 reviews
Closest Oceanfront Home - 3 Stories and Boat Dock
5.0 out of 5 average rating, 23 reviews
Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
5.0 out of 5 average rating, 4 reviewsDestinations to explore
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- Family-friendly rentals Monroe County
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- Family-friendly rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Coral Castle
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- Theater of the Sea
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